Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 33, Pages 9668-9672Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201503789
Keywords
aldehydes; alkylation; organocatalysis; photoredox catalysis; total synthesis
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Funding
- NIH General Medical Sciences Grant NIHGMS [R01 GM093213-01]
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The combination of photoredox catalysis and enamine catalysis has enabled the development of an enantioselective -cyanoalkylation of aldehydes. This synergistic catalysis protocol allows for the coupling of two highly versatile yet orthogonal functionalities, allowing rapid diversification of the oxonitrile products to a wide array of medicinally relevant derivatives and heterocycles. This methodology has also been applied to the total synthesis of the lignan natural product (-)-bursehernin.
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